Sodium Sulfite → HCID 178474150、化合物

HRID 1772910ノート

反応式

HRID 1772910 の反応式
C1C=C(Cl)C=C(C(OO)=[O:9])C=1.[CH3:12][C:13]1[CH:14]=[CH:15][C:16]([NH:19][C:20](=[O:22])[CH3:21])=[N:17][CH:18]=1.[O-]S([O-])=O.[Na+].[Na+]>C(Cl)Cl>[C:20]([NH:19][C:16]1[CH:15]=[CH:14][C:13]([CH3:12])=[CH:18][N+:17]=1[O-:9])(=[O:22])[CH3:21]

参加物

5

反応物 3

HCID 24437Sodium SulfiteHCID 70297m-Chloroperbenzoic acidHCID 818995N-(5-Methyl-2-pyridyl)acetamide

生成物 1

HCID 178474150HCID 178474150、化合物収率 81%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

m-CPBA (75% in H2O, 89.6 g, 390 mmol) was added portion wise to a stirred solution of N-(5-methylpyridin-2-yl)acetamide (45.0 g, 300 mmol) in DCM (2.7 L) at rt, and the mixture stirred at rt for 4 h. 5% aqueous Na2SO3 (200 mL) was added slowly, the phases were separated and the organic layer washed with saturated NaHCO3, brine (100 mL), dried (MgSO4) and filtered. After concentration in vacuo purification by gradient column chromatography eluting with 2-5% MeOH in DCM yielded the title compound (37.5 g, 243 mmol) as a pale yellow solid.

後処理

  1. customthe phases were separated
  2. washthe organic layer washed with saturated NaHCO3, brine (100 mL)
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationAfter concentration
  6. customin vacuo purification by gradient column chromatography
  7. washeluting with 2-5% MeOH in DCM

出典と根拠

ORDレコード
ord-2582016e5df74018ba92924460f5d424
出典データセット
uspto-grants-2016_02
特許番号
US09249160B2

反応ノート

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